Ammonium Chloride → 3-Fluoro-4-(5-methyl-6-(2-morpholinoethoxy)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamine

HRID 2117101노트

반응식

HRID 2117101 반응식
[F:1][C:2]1[CH:27]=[C:26]([N+:28]([O-])=O)[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:10]2=[C:11]([CH3:23])[C:12]([O:14][CH2:15][CH2:16][N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:13][N:9]2[N:8]=[CH:7][N:6]=1.[NH4+].[Cl-]>C1COCC1.CO.[Zn]>[F:1][C:2]1[CH:27]=[C:26]([NH2:28])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:10]2=[C:11]([CH3:23])[C:12]([O:14][CH2:15][CH2:16][N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[CH:13][N:9]2[N:8]=[CH:7][N:6]=1

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 210816424-(2-Fluoro-4-nitrophenoxy)-5-methyl-6-(2-morpholinoethoxy)pyrrolo[2,1-f][1,2,4]triazine

생성물 1

HCID 210816103-Fluoro-4-(5-methyl-6-(2-morpholinoethoxy)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamine수율 99.3%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(2-fluoro-4-nitrophenoxy)-5-methyl-6-(2-morpholinoethoxy)pyrrolo[2,1-f][1,2,4]triazine (54 mg, 0.13 mmol) in a mixture of 0.8 mL of THF and 1.2 mL of MeOH were added NH4Cl (70 mg, 1.3 mmol) and Zn powder (85 mg, 1.3 mmol). The suspension was allowed to stir at room temperature for 2 h. Both HPLC analysis and LC-MS analysis indicated the completion of the reaction and the solid was thus filtered off. After concentration of the filtrate, the residue was taken into 10% MeOH in CH2Cl2. The solution was then filtered again and the filtrate was concentrated in vaco to provide the title compound (50 mg, 92%). MS(ESI+) m/z 388.4 (M+H)+.

후처리

  1. customthe completion of the reaction
  2. filtrationthe solid was thus filtered off
  3. filtrationThe solution was then filtered again
  4. concentrationthe filtrate was concentrated in vaco

출처 및 근거

ORD 기록
ord-a125a1bbf2f44f4691bfae587a9fd23a
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07439246B2

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